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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3nc143

Which statements about coupling of arenediazonium salts are correct?

  1. A2-Naphthol couples at C-1 to give 1-(phenylazo)-2-naphthol.
  2. BPhenol couples at the para position to give 4-hydroxyazobenzene.
  3. CIf the para position of the phenol is blocked, as in 4-methylphenol, coupling occurs at an ortho position.
  4. DToluene couples readily with benzenediazonium chloride in mildly acidic medium.

Answer: A, B, C

The diazonium ion attacks the most activated position of a strongly activated ring: C-1 of 2-naphthol, para in phenol, ortho when para is blocked. Toluene is not activated enough for the weakly electrophilic diazonium ion, so (D) is wrong.
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